Asymmetric organocatalytic Michael-type reaction of phosphorus ylides to nitroolefins: synthesis of γ-nitro-β-aryl-α-methylene carboxylic esters

Allu, Suresh ; Selvakumar, Sermadurai ; Singh, Vinod K. (2010) Asymmetric organocatalytic Michael-type reaction of phosphorus ylides to nitroolefins: synthesis of γ-nitro-β-aryl-α-methylene carboxylic esters Tetrahedron Letters, 51 (2). pp. 446-448. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.11.063

Abstract

We report, for the first time, asymmetric organocatalytic Michael-type addition of stabilized phosphorus ylides to nitroolefins mediated by bisthiourea catalyst. Its subsequent reaction with formaldehyde provides γ-nitro-α-methylene carboxylic esters in moderate to good yields and enantioselectivities (up to 63% ee).

Item Type:Article
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ID Code:55445
Deposited On:18 Aug 2011 08:48
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